1: 1H-Pyrrolo[2,3-b]pyridine With sodium hydride in N,N-dimethyl acetamide Metallation; 0.5 h; 2: ethyl iodide in N,N-dimethyl acetamide T=20°C; Alkylation;

1: 1H-Pyrrolo[2,3-b]pyridine With sodium hydride in N,N-dimethyl-formamide T=20°C; 0.5 h; 2: ethyl halide in N,N-dimethyl-formamide T=20°C; 15 h;

1: 66 percent / POCl3 / a) 0 deg C, 1.5 h, b) 60 deg C, 0.5 h 2: 62 percent / aq. KMnO4 / acetone / 1 h / Ambient temperature View Scheme